Conversion of indene to cis-(1S),(2R)-indandiol by mutants of Pseudomonas putida F1

被引:25
作者
Connors, N [1 ]
Prevoznak, R [1 ]
Chartrain, M [1 ]
Reddy, J [1 ]
Singhvi, R [1 ]
Patel, Z [1 ]
Olewinski, R [1 ]
Salmon, P [1 ]
Wilson, J [1 ]
Greasham, R [1 ]
机构
[1] MERCK RES LABS,DEPT BIOPROC RES & DEV,RAHWAY,NJ
来源
JOURNAL OF INDUSTRIAL MICROBIOLOGY & BIOTECHNOLOGY | 1997年 / 18卷 / 06期
关键词
biocatalysis; dioxygenase; Pseudomonas putida; cis-(1S),(2R)-indandiol; indene;
D O I
10.1038/sj.jim.2900402
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
Two mutation and selection methods were used to isolate mutants of Pseudomonas putida F1 which convert indene to cis-(1S),(2R)-indandiol in a toluene-independent fashion, Using soybean or silicone oil as a second phase to deliver indene to the culture, cis-(1S),(2R)-indandiol, cis-(1R),(2S)-indandiol, 1,2-indenediol (or the keto-hydroxy indan tautomer), and the monooxygenation products 1-indenol and 1-indanone were produced from indene as a function of time, Similarly the enantiomeric excess of the cis-(1S),(2R)-indandiol produced also increased with increasing time, In addition, mutants were isolated which produced cis-(1S),(SR)-indandiol of lower optical purity which corresponded to reduced levels of 1,2-indenediol. These data suggest this toluene dioxygenase produces cis-(1S),(2R)-indandiol of low optical purity and that cis-glycol dehydrogenase plays a role in resolving the two cis-1,2-indandiol enantiomers.
引用
收藏
页码:353 / 359
页数:7
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